Sweetening agent for cigarettes as well as preparation method and application of sweetening agent

A technology for sweeteners and cigarettes, applied in the application and preparation of tobacco, tobacco and other directions, can solve problems such as poor stability, easy deterioration and damage, and achieve the effects of softening smoke, improving aroma quality, and increasing oral sweetness.

Active Publication Date: 2020-03-06
CHINA TOBACCO HENAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The object of the present invention is to provide a kind of higher fatty acid DDMP diester to be used for sweetener, preparation method and application, to solve the problem of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H in the prior art - Pyran-4-one has poor stability and is prone to deterioration and damage

Method used

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  • Sweetening agent for cigarettes as well as preparation method and application of sweetening agent
  • Sweetening agent for cigarettes as well as preparation method and application of sweetening agent
  • Sweetening agent for cigarettes as well as preparation method and application of sweetening agent

Examples

Experimental program
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Effect test

preparation example Construction

[0029] The preparation method of above-mentioned sweetener for tobacco is:

[0030] Its M is an acylating reagent, specifically

[0031] said It is one of lauroyl chloride, myristoyl chloride, palmitoyl chloride or stearyl chloride;

[0032] said It is one of lauric anhydride, myristic anhydride, palmitic anhydride or stearic anhydride.

Embodiment 1

[0034] In a 100mL round bottom flask, add 2.88g 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (20mmol) and 50mL anhydrous dichloromethane, cool To 0 ℃, under the protection of nitrogen, add 4.44g triethylamine (44mmol) and 9.84g lauroyl chloride (45mmol) successively, then rise to room temperature and react for 12h, after the reaction is completed, the reaction solution is washed with water and saturated sodium chloride solution for 3 Second, the organic phase is dried with anhydrous sodium sulfate, and the solvent is evaporated under reduced pressure (in this embodiment and the following embodiments, the vacuum degree of reduced pressure is determined according to actual conditions and needs, as long as the effect of evaporation under reduced pressure is realized. Yes, it will not affect the realization of the technical solution due to the difference in vacuum degree), the crude product was separated and purified by silica gel column chromatography, and petroleum ether (V)...

Embodiment 2

[0036] In a 100mL round bottom flask, add 2.88g of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (20mmol) and 50mL of anhydrous toluene, and cool to - 5°C, under the protection of nitrogen, add 3.48g pyridine (44mmol) and 17.22g acetic anhydride (45mmol) successively, then rise to room temperature and react for 10h. The phase was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The crude product was separated and purified by silica gel column chromatography, eluting with petroleum ether (V): ethyl acetate (V) = 8:1 to obtain 8.02 g of light yellow oil , is 2,3-dihydro-3,5-dilauroyloxy-6-methyl-4H-pyran-4-one, and the yield is 78.94%.

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PUM

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Abstract

The invention relates to a sweetening agent for cigarettes as well as a preparation method and application of the sweetening agent. The technical solution is characterized in that six aromatic 2,3-dihydro-3,5-diacyloxy-6-methyl-4H-pyran-4-one compounds are prepared by using 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one as a raw material through an esterification reaction. The compounds have good storage stability and flavor adding stability, when the compounds are added into the cigarettes, the compounds exhibit the effects of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one on increasingoral sweetness and improving aftertaste comfort, and can neutralize alkaline substances in smoke, generate a beautiful fragrance in harmony with cigarette aroma, increase the softness and fineness ofthe smoke, improve the cigarette aroma quality, enrich the cigarette aroma and give the cigarettes the characteristics such as fruity, nutty, floral or spicy aroma, and have potential application value.

Description

technical field [0001] The invention belongs to the technical field of synthesis of flavorings for tobacco, and specifically relates to four kinds of 2,3-dihydro-3,5-diacyloxy-6-methyl-4H-pyran-4-ones, their preparation methods and their use as flavorings in Application in cigarettes. Background technique [0002] 2,3-Dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one is commonly found in cigarette smoke, Maillard reaction products, sugar cleavage products and natural extracts. Structurally, 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one is similar to maltol, a commonly used caramel aroma substance, and both belong to the class of pyranolones Compounds, most of these compounds with cyclic enolones have a caramel-like aroma; compared with caramel-like aroma substances such as maltol, 2,3-dihydro-3,5-dihydroxy-6-methyl -4H-pyran-4-one has better water solubility, and the "sweetness" presented in the taste is more prominent; it has a significant positive correlation with the "s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/32A24B3/12
CPCC07D309/32A24B3/12
Inventor 席高磊蔡莉莉赵志伟顾亮白冰许克静王保会郝辉刘文博刘强孙志涛陈芝飞
Owner CHINA TOBACCO HENAN IND
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